Molecularization of Bitter Off-Taste Compounds in Pea-Protein Isolates (Pisum sativum L.)

被引:49
作者
Glaser, Peter [1 ]
Dawid, Corinna [1 ]
Meister, Stefanie [1 ]
Bader-Mittermaier, Stephanie [2 ]
Schott, Michael [2 ]
Eisner, Peter [2 ]
Hofmann, Thomas [1 ,3 ]
机构
[1] Tech Univ Munich, Freising Weihenstephan, Germany
[2] Fraunhofer Inst Proc Engn & Packaging IVV, Freising Weihenstephan, Germany
[3] Tech Univ Munich, Leibniz Inst Food Syst Biol, Freising Weihenstephan, Germany
关键词
pea; Pisum sativum; bitter taste; sensomics; taste dilution analysis; lipids; fatty acids; oxylipins; TRIHYDROXY-OCTADECENOIC ACIDS; FATTY-ACIDS; FLAVORED PEPTIDES; ALPHA-OXIDATION; SENSORY CHARACTERIZATION; QUANTITATIVE-ANALYSIS; ENZYMATIC OXIDATION; LINOLEIC-ACID; AMINO-ACIDS; IDENTIFICATION;
D O I
10.1021/acs.jafc.9b06663
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
HActivity-guided fractionations, combined with taste dilution analyses (TDA), were performed to locate the key compounds contributing to the bitter off-taste of pea-protein isolates (Pisum sativum L.). Purification of the compounds perceived with the highest sensory impact, followed by 1D/2D-NMR, (LC-)MS/MS, LC-TOF-MS, and MSE experiments, led to the identification of 14 lipids and lipid oxidation products, namely, 9,10,13-trihydroxyoctadec-12-enoic acid, 9,12,13-trihydroxyoctadec10-enoic acid, 9,10,11-trihydroxyoctadec-12-enoic, 11,12,13-trihydroxyoctadec-9-enoic acid, (10E,12E)-9-hydroxyoctadeca-10,12-dienoic acid, (9Z,11E)-13-hydroxyoctadeca-9,11-dienoic acid, (9E,11E)-13-hydroxyoctadeca-9,11-dienoic acid, 1-linoleoyl glycerol, a-linolenic acid, 2-hydroxypalmitic acid, 2-hydroxyoleic acid, linoleic acid, (9Z,11E)-13-oxooctadeca-9,11-dienoic acid, and octacosa-6,9,19,22-tetraen. Herein, we present the isolation, structure determination, and sensory activity of these molecules. Depending on their structure, the isolated compounds showed human bitter recognition thresholds between 0.06 and 0.99 mmol/L in water.
引用
收藏
页码:10374 / 10387
页数:14
相关论文
共 90 条
[41]   Sensomics Analysis of Taste Compounds in Balsamic Vinegar and Discovery of 5-Acetoxymethyl-2-furaldehyde as a Novel Sweet Taste Modulator [J].
Hillmann, Hedda ;
Mattes, Juliane ;
Brockhoff, Anne ;
Dunkel, Andreas ;
Meyerhof, Wolfgang ;
Hofmann, Thomas .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2012, 60 (40) :9974-9990
[42]   LIPID-COMPOSITION OF FIELD PEA (PISUM-SATIVUM CV TRAPPER) SEED AND STARCH [J].
HOOVER, R ;
CLOUTIER, L ;
DALTON, S ;
SOSULSKI, FW .
STARCH-STARKE, 1988, 40 (09) :336-342
[43]   Human fecal metabolism of soyasaponin I [J].
Hu, J ;
Zheng, YL ;
Hyde, W ;
Hendrich, S ;
Murphy, PA .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2004, 52 (09) :2689-2696
[44]   Quantitative reconstruction of the nonvolatile sensometabolome of a red wine [J].
Hufnagel, Jan Carlos ;
Hofmann, Thomas .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2008, 56 (19) :9190-9199
[45]   Metabolic profiling of saponins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer [J].
Huhman, DV ;
Sumner, LW .
PHYTOCHEMISTRY, 2002, 59 (03) :347-360
[46]  
ISHIBASHI N, 1988, AGR BIOL CHEM TOKYO, V52, P95
[47]  
ISHIBASHI N, 1988, AGR BIOL CHEM TOKYO, V52, P819
[48]  
ISHIBASHI N, 1987, AGR BIOL CHEM TOKYO, V51, P2389
[49]  
Jelen H., 2014, UNRAVELING FOOD AROM, P271, DOI [10.1021/bk-2014- 1185.ch014., DOI 10.1021/BK-2014-1185.CH014.]
[50]   Simultaneous determination of mono-, di-, and trihydroxyoctadecenoic acids in beer and wort [J].
Kobayashi, N ;
Kaneda, H ;
Kuroda, H ;
Kobayashi, M ;
Kurihara, T ;
Watari, J ;
Shinotsuka, K .
JOURNAL OF THE INSTITUTE OF BREWING, 2000, 106 (02) :107-110